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Revision as of 12:23, 6 December 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 450287830 of page Quinoline_Yellow_SS for the Chem/Drugbox validation project (updated: '').  Latest revision as of 20:30, 16 July 2024 edit حسن علي البط (talk | contribs)Extended confirmed users, Pending changes reviewers19,940 edits removed Category:Indandiones; added Category:1,3-Indandiones using HotCat 
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}}
{{chembox {{chembox
| Watchedfields = changed
| verifiedrevid = 450286527 | verifiedrevid = 464378819
| Name = Quinoline Yellow SS | Name = Quinoline Yellow
| ImageFile_Ref = {{chemboximage|correct|??}} | ImageFile_Ref = {{chemboximage|correct|??}}
| ImageFile = Quinoline Yellow SS.png | ImageFile = Quinoline Yellow SS.svg
| ImageSize = 200px
| ImageName = | ImageName =
| IUPACName = | ImageFile1 =
| IUPACName =
| OtherNames = Quinoline Yellow, spirit soluble; Solvent Yellow 33; C.I. Solvent Yellow 33; FD&C Yellow #11; Quinoline Yellow A; Quinoline yellow for microscopy; Yellow No. 204; C.I. 47000 | OtherNames = Quinoline Yellow, spirit soluble; Solvent Yellow 33; C.I. Solvent Yellow 33; D&C Yellow #10; Quinoline Yellow A; Quinoline yellow for microscopy; Yellow No. 204; C.I. 47000
| Section1 = {{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite}} | CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 8003-22-3 | CASNo = 8003-22-3
| Beilstein = 1536880
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 44F3HYL954
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 6475 | ChemSpiderID = 6475
| ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 53700 | ChEBI = 53700
| PubChem = 6731
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C18H11NO2/c20-17-12-6-2-3-7-13(12)18(21)16(17)15-10-9-11-5-1-4-8-14(11)19-15/h1-10,16H | StdInChI = 1S/C18H11NO2/c20-17-12-6-2-3-7-13(12)18(21)16(17)15-10-9-11-5-1-4-8-14(11)19-15/h1-10,16H
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = IZMJMCDDWKSTTK-UHFFFAOYSA-N | StdInChIKey = IZMJMCDDWKSTTK-UHFFFAOYSA-N
| SMILES = O=C(c3ccccc3C4=O)/C4=C2N c1ccccc1C=C\2 | SMILES = O=C(c3ccccc3C4=O)/C4=C2Nc1ccccc1C=C\2
| EINECS = 232-318-2 | EINECS = 83-08-9
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| Appearance = Yellow powder | Appearance = Yellow powder
| Formula = C<sub>18</sub>H<sub>11</sub>NO<sub>2</sub> | Formula = C<sub>18</sub>H<sub>11</sub>NO<sub>2</sub>
| MolarMass = 273.29 g/mol | MolarMass = 273.29 g/mol
| Density = | Density = 1.34 g/cm<sup>3</sup>
| MeltingPtC = 240 | MeltingPtC = 240
| BoilingPt = | BoilingPt =
| Solubility = Insoluble | Solubility = Insoluble
}} }}
| Section3 = {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards = | MainHazards =
| FlashPt = | FlashPt =
| Autoignition = | AutoignitionPt =
| RPhrases = {{R20/21}} {{R33}} | GHSPictograms = {{GHS07}}
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|315|319|335}}
| PPhrases = {{P-phrases|261|264|271|280|302+352|304+340|305+351+338|312|321|332+313|337+313|362|403+233|405|501}}
}} }}
}} }}

'''Quinoline Yellow SS''' is a bright yellow ] with green shade. It is insoluble in water, but soluble in nonpolar organic solvents. Quinoline yellow is representative of a large class of quinophthalone pigments.<ref>Volker Radtke "Quinophthalone Pigments" in High Performance Pigments (2nd Edition), Edited by Edwin B. Faulkner, Russell J. Schwartz, 2009 Wiley-VCH, Weinheim. {{doi|10.1002/9783527626915.ch19}}</ref> It is suggested that quinoline yellow exhibits ] (ESIPT) behavior and the behavior might be the cause of its decent photostability, by recent spectroscopic study.<ref>Gi Rim Han et al., , '']'', 2017, 7, 3863.</ref>

==Synthesis and reactions==
As first described in 1878, the dye is prepared by the fusion of phthalic anhydride and ]. The compound exists as a mixture of two tautomers.<ref>{{Ullmann|author=Horst Berneth|title=Methine Dyes and Pigments|year=2008|doi= 10.1002/14356007.a16_487.pub2}}</ref> Using other anhydrides and other quinaldine derivatives other dyes in the quinophthalone family can be prepared.

When ], it converts to a water-soluble derivative, ].

==Uses and safety==
Quinoline Yellow SS is used in spirit ]s, ], ]s, ]s, ]s, and to color ] solvents. It is also used in externally applied drugs and cosmetics. Quinoline Yellow SS is used in some yellow ] formulations.

It may cause ]. It has the appearance of a yellow powder with a melting point of {{convert|240|C}}.

==References==
{{reflist}}

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